3,8-dimethoxy-6H-benzofuro[3,2-c]chromen-6-one | 14383-82-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3,8-dimethoxy-6H-benzofuro[3,2-c]chromen-6-one
• 英文别名: 3,8-Dimethoxy-6-oxo-6H-benzofuro<3,2-c><1>benzopyran；3,8-Dimethoxy-[1]benzofuro[3,2-c]chromen-6-one
• CAS: 14383-82-5
• 化学式: C₁₇H₁₂O₅
• 分子量: 296.279
• InChiKey: ZRWDQTWWAXNPGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-羟基-7-甲氧基香豆酯 在 palladium dichloride sodium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.67h， 生成 3,8-dimethoxy-6H-benzofuro[3,2-c]chromen-6-one
  参考文献：
  名称：

  A New and Efficient Synthesis of Coumestan and Coumestrol

  摘要：

  4-Aryloxy-3-iodocoumarins (4-aryloxy-3-iodo-2H-1-benzopyran-2-one), 4a-c, which are readily available by known procedures starting from 4-hydroxycoumarins 1a,b and diacetoxyiodobenzenes 2a-c; are cyclized with palladium chloride in triethylamine to yield the coumestanes (6H-benzofuran[3,2-c][1]benzopyran-6-ones) 5a-c.

  DOI：

  10.1055/s-1990-26882

文献信息

• Copper-catalyzed intramolecular cross dehydrogenative coupling approach to coumestans from 2′-hydroxyl-3-arylcoumarins
  作者：Xianheng Song、Xiang Luo、Jianfei Sheng、Jianheng Li、Zefeng Zhu、Zhibo Du、Hui Miao、Meng Yan、Mingkang Li、Yong Zou

  DOI：10.1039/c9ra01909j

  日期：——

  A copper-catalyzed intramolecular cross dehydrogenative C–O coupling reaction of 2′-hydroxyl-3-arylcoumarins was developed. This protocol provided a facile and efficient strategy for the construction of natural coumestans and derivatives in moderate to high yields. This transformation exhibited good functional group compatibility and was amenable to substrates with free phenolic hydroxyl groups.

  开发了铜催化的 2'-羟基-3-芳基香豆素的分子内交叉脱氢 C-O 偶联反应。该协议为构建中等到高产量的天然coumestans和衍生物提供了一种简便有效的策略。该转化表现出良好的官能团相容性，并且适用于具有游离酚羟基的底物。
• A New and Efficient Synthesis of Coumestan and Coumestrol
  作者：Rita Laschober、Thomas Kappe

  DOI：10.1055/s-1990-26882

  日期：——

  4-Aryloxy-3-iodocoumarins (4-aryloxy-3-iodo-2H-1-benzopyran-2-one), 4a-c, which are readily available by known procedures starting from 4-hydroxycoumarins 1a,b and diacetoxyiodobenzenes 2a-c; are cyclized with palladium chloride in triethylamine to yield the coumestanes (6H-benzofuran[3,2-c][1]benzopyran-6-ones) 5a-c.

  4-Aryloxy-3-iodocoumarins (4-aryloxy-3-iodo-2H-1-benzopyran-2-one), 4a-c, which are readily available by known procedures starting from 4-hydroxycoumarins 1a,b and diacetoxyiodobenzenes 2a-c; are cyclized with palladium chloride in triethylamine to yield the coumestanes (6H-benzofuran[3,2-c][1]benzopyran-6-ones) 5a-c.